(2S,4R)-4-hydroxy-1-{[(4-nitrophenyl)methoxy]carbonyl}pyrrolidine-2-carboxylic acid

• ChemBase编号: 171249
• 分子式: C13H14N2O7
• 平均质量: 310.25946
• 单一同位素质量: 310.0801008
• SMILES: [C@@H]1(CN([C@@H](C1)C(=O)O)C(=O)OCc1ccc(cc1)[N+](=O)[O-])O
• Canonical SMILES: O[C@H]1CN([C@@H](C1)C(=O)O)C(=O)OCc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C13H14N2O7/c16-10-5-11(12(17)18)14(6-10)13(19)22-7-8-1-3-9(4-2-8)15(20)21/h1-4,10-11,16H,5-7H2,(H,17,18)/t10-,11+/m1/s1
• InChIKey: JMJMJDNHVXYAOC-MNOVXSKESA-N

名称和登记号

名称

• IUPAC标准名: (2S,4R)-4-hydroxy-1-{[(4-nitrophenyl)methoxy]carbonyl}pyrrolidine-2-carboxylic acid
• IUPAC传统名: (2S,4R)-4-hydroxy-1-{[(4-nitrophenyl)methoxy]carbonyl}pyrrolidine-2-carboxylic acid
• 别名: (2S-trans)-4-Hydroxy-1,2-pyrrolidinedicarboxylic Acid 1-[(4-Nitrophenyl)methyl] Ester; (2S,4R)-1-(p-Nitrobenzyloxycarbonyl)-4-hydroxyproline; trans-4-Hydroxy-1-(4-nitrobenzyloxycarbonyl)-L-proline; (2S,4R)-4-Hydroxy-1,2-pyrrolidinedicarboxylic Acid 1-(4-Nitrobenzyl) Ester

登记号

• CAS号: 96034-57-0
• PubChem SID: 164227159
• PubChem CID: 10566895

理论计算性质

• Acid pKa: 3.2009213
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -1.6275758
• LogD (pH = 7.4): -2.7964292
• Log P: 0.6488517
• 摩尔折射率: 72.509 cm^3
• 极化性: 27.647697 Å^3
• 极化表面积: 132.89 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane; Ethyl Acetate
• 外观: White Solid

详细说明

Toronto Research Chemicals - H953215

Intermediate in the production of Meropenem.

参考文献

• Kang, Y., et al.: Bioorg. Med. Chem. Lett., 10, 95 (2000)